Date: Tue, 18 Aug 2009 14:18:22 -0700 (PDT)
From: Jimmy Thompson <soxandboxersboy@yahoo.com>
Subject: Jimmy Likes to be Embarrassed

Jimmy Likes to be Embarrassed
by James Thompson
soxandboxersboy@yahoo.com

Ever since he was little, Jimmy liked getting himself into embarrassing
situations. When he became old enough to get boners, he realized that he
got excited from being embarrassed in public, especially if older men were
around to catch him.

For instance one day when Jimmy knew it was going to pour down rain, he got
dressed in a white t-shirt and a pair of white track pants and took a
walk. He made it as far as the park when the rain began, and within minutes
he was soaked. His clothes became completely transparent. At first he felt
like he was walking around in just his underwear because his briefs were
showing right through his soaked pants, and this gave him a boner.

Soon though as the rain continued, Jimmy's tightie whities were soaked too,
and they became see-through as well. Jimmy felt like he was walking around
naked since his thin, wet clothes didn't hide much. He walked all the way
home with an obvious boner showing through his pants, and Jimmy noticed
several men driving by would slow down to check him out.

Jimmy soon learned that he enjoyed masturbating in public, particularly in
risky places where he might get caught by older men. One night after his
father was in bed, Jimmy snuck out of the house and walked to the park
nearby. When he got there he saw that the park was closed and the gate
locked, but Jimmy knew of a place where he could sneak under the fence. He
got down on the ground and climbed under the fence, but as he did his pants
got caught on the metal fence. He pulled himself free, but his pants came
off in the process. And as he pants got pulled off, his sneakers did
too. He found himself in the park, but dressed only in a t-shirt, briefs
and socks.

Looking down at himself in his underwear, Jimmy felt both embarrassed and
excited and found himself getting a boner. He began to rub himself through
his underpants. He walked around in his socks and underwear, rubbing his
erection faster and faster. He went to the playground and sat down on a
swing. He reached inside his briefs, pushing them down so that his boner
popped out. He began to openly jack off. He was so engrossed in how
exciting it felt that he didn't hear the man walk up behind him until he
yelled at him.

"Hey boy, what are you doing?"

Jimmy flinched, jumped and whipped around. There stood a security guard in
his uniform shining his flashlight on him. Now Jimmy knew he was in
trouble. "Uh, nothing sir," said Jimmy as he continued to jack off. For
some reason he couldn't stop, he was too excited.

The security guard continued to shine the light on Jimmy as the boy
continued to masturbate. "Looks like you're playing with yourself, boy,"
said the guard. "Don't you think you should do that at home in private?"

"Uh, yes sir," said Jimmy, unable to stop playing with himself.

The guard shined the line on Jimmy's underpants, and the boy was further
embarrassed realizing he was wearing cartoon undies with transformers on
them. "Where are your clothes, boy?" asked the security guard.

"Uh, I lost them sir," said Jimmy, still jerking off.

"I had better take you home then," said the guard. "You had better pull
your underwear back up."

"Yes sir," said Jimmy, pulling his undies over his still-hard dick. "Sir,
do you have to tell my father about this?"

"We'll see," said the security guard. "Come on," he said, leading Jimmy to
his car parked nearby. The guard locked the park gate back up, then opened
his car door so that Jimmy could climb in. The security guard walked around
and got in the car, sitting next to the boy. Jimmy gave him his address so
the man could drive him home. The whole way Jimmy could not stop playing
with himself. He was scared and embarrassed, but excited at the same
time. He noticed that the security guard kept watching him.

When the security guard pulled up in front of Jimmy's house, the man
reached over and grabbed a hold of the boy's boner through his
underpants. "Son, from now on you had better take care of this in private."
With that the security guard gave Jimmy's hard-on a squeeze.

Suddenly Jimmy felt himself lose control. Feeling the guard squeeze his
boner caused him to start shooting his jizz which began to fill up his
underpants. "Oh, oh, uh, uh, yes sir, I will sir," Jimmy managed to say as
he shot his load. The security guard continued to hold his dick as the boy
came. "Oh, I'm sorry sir."

"That's alright, son," said the man. "I don't think we need to tell your
father this time."

"Thank you sir," said Jimmy, getting out of the car.

The guard shined his light on the boy again, looking at Jimmy's cartoon
underpants, now with wet stains on the front. "You had better get to bed,"
said the guard. Jimmy closed the door and snuck back inside. Once in bed he
had to masturbate again thinking about what had happened. He hoped he would
see the security guard again.

The next day Jimmy walked to a movie theater nearby. It was an old theater
in disrepair, and hardly anyone went there anymore. But Jimmy liked to go
and noticed a lot of men in suits there in the middle of the day for some
reason.

The theater was always pretty dirty. As Jimmy walked in, the floor was so
sticky that his shoes kept sticking to it. He had left his sneakers tied
pretty loose, so they half-way came off with every step he took. Finally he
walked through a very sticky patch which pulled his shoes right off his
feet. Since his hands were full with soda and candy, Jimmy just continued
on in his socks, leaving his shoes behind stuck to the floor. A couple of
men noticed and smiled at Jimmy.

Next Jimmy was walking down an aisle to find a seat, and he did not notice
that one of the seats was broken and had a big piece of metal sticking out
of it. As he walked past the broken seat, his shorts caught on the piece of
metal. Jimmy felt a tugging on his shorts and looked down to see they were
caught. With his hands still full, he couldn't pull the shorts free, so
just tried to pull away.

Jimmy heard a ripping noise and looked down to see that his shorts had
torn, exposing his underpants. Today he was wearing batman
underpants. Jimmy continued to tug, trying to free his shorts, but they
remained stuck and just continued to rip. Jimmy kept walking, feeling the
pulling on his shorts as they continued to rip. He took a giant step and
heard a loud tearing sound. As he looked down he saw that his shorts had
completely ripped away; the shreds of fabric were hanging from the broken
seat.

Now of course several men had noticed, and they started at Jimmy now
wearing only his t-shirt, briefs and socks. The men smiled at him in his
cute undies. Immediately Jimmy felt embarrassed at men seeing him in his
underpants, but excited too. He began to get a boner and quickly took a
seat as the movie began.

Soon after the movie started the usher came around. He found Jimmy's shoes
on the floor and pulled them off, tossing them aside. Then he saw the
remains of Jimmy's shorts, so he shined his flashlight on the boy. "Hey,
did you lose your pants?"

"Yeah," said Jimmy, "they got caught on the seat and ripped off me."

The usher, a young guy, shined his flashlight on Jimmy's underwear,
noticing that they were batman undies. "Oh sorry, dude," said the
usher. "But I like your undies! Good choice too!"

Jimmy grinned, feeling both embarrassed and excited. He had worn batman
briefs since he was seeing the new batman movie again. "Thanks," he said,
rubbing his boner without even thinking.

The usher sat down next to Jimmy, saying "Mind if I sit here?" as he
did. He shined his light down and saw that Jimmy was in his socks. "Did you
lose your shoes too?"

"Yeah, they got stuck to the floor."

"Oh, sorry man. Well, it's more comfortable anyway. I take my shoes off all
the time here at the theater." As he said this he kicked his shoes off, and
Jimmy watched the whole time. "Ah, that feels better," said the usher. "You
don't mind, do you?"

"No!" said Jimmy, getting more excited and unable to stop from playing with
himself.

"My name is Gus," said the usher.

"I'm Jimmy."

"Nice to meet you," said Gus. "Looks like you got a boner. Do you get them
a lot?"

Jimmy blushed and nodded his head. "Yeah, me too," said Gus. "At your age I
had them constantly, still get them a lot. In fact I have one right now,"
he said, pointing at his crotch. Jimmy looked down and could see the bulge
tenting his pants. Gus reached down and unzipped his pants. "My undies
aren't as cute as yours; I'm just wearing tightie whities."

Jimmy looked down as Gus' white underpants came into view. He rubbed
himself a little faster now.

"Hey, I have to make a round and check things," said Gus, "but I will be
back. I am going to leave my shoes here." Gus got up and walked away in his
socks and with his pants still open, his underpants showing through.

Jimmy slipped his feet into Gus' shoes. They were too big for his feet, of
course, but they felt so good. A few minutes later Gus came back, so Jimmy
kicked the shoes away quickly. He could see that Gus' boner was pushing out
his underwear and bulging out of his open pants. Gus sat back down next to
Jimmy. He reached over and grabbed a hold of Jimmy's boner through his
underpants. "Mind if I help you with this?"

"Sure!" said Jimmy, getting more excited. He watched as Gus popped the
button on his pants so the front of his underwear was completely exposed,
and enjoyed the feeling of Gus' hand as he explored his dick through his
batman underpants.

They watched the movie as Gus stroked himself and Jimmy at the same
time. When batman would come onto the screen Gus would stroke Jimmy harder
and whisper, "What kind of underwear do you think batman is wearing?" or "I
bet he likes to be seen in his undies like you." Eventually Gus worked his
dick out of the fly of his underwear, and he pulled Jimmy's boner so that
the head was poking up above the waistband of his undies.

A few minutes later Gus said, "I have to make my round again." He buttoned
up his pants, but left his hard cock poking out the fly. "It's dark, so I
don't think anyone can see." Gus got up, again in his socks, and walked off
to check the theater.

Jimmy looked around and realized that two of the business men in suits were
sitting behind him. They must have been watching him with Gus. He saw that
both men had their dicks out of the fly of their suit pants.

Soon Gus came back, padding in his socks, his dick poking out of his
pants. He said down and began to stroke Jimmy's cock as he jerked himself
off. Suddenly Gus leaned over Jimmy's lap and took his dick into his
mouth. Jimmy had never had this happen before, and it felt so good having
Gus' mouth on his boner that the boy quickly lost control. In only about a
minute he began to cum, shooting his load into Gus' mouth. The usher kept
sucking on the boy's cock as Jimmy spewed his sperm. He felt Gus suck up
every drop. When Gus raised his head from Jimmy's lap, the boy noticed that
Gus had cum all over his underwear and pants. Gus buttoned and zipped his
pants, not seeming to care that he was covered in semen.

"I have to go back to work," whispered Gus, "but maybe I will see you again
sometime." He gave the boy a squeeze before he walked away.

Jimmy noticed Gus had forgotten his shoes, so he slid his socked feet into
the oversized shoes as he watched the rest of the movie still playing with
himself.

Jimmy was back in school, so one day after school he walked to the college
library near where he lived. He was still wearing his uniform of polo
shirt, dress pants, dress shoes and socks. None of the boys at school knew
that he had been wearing Scooby-Doo undies under his uniform all day.

Jimmy sat down at a table and pulled out his homework. He quickly became
bored, though, and reached under the table to play with his boner through
his dress pants. Suddenly he realized that someone was watching him. It
looked like a college student, and he was dressed in khaki pants, a polo
shirt, loafers and dress socks. The student smiled at Jimmy and sat down at
the table opposite him. Jimmy smiled back, still rubbing his crotch.

The student slipped off his loafers, and the next thing Jimmy knew, he was
using his socked feet to pull the boy's dress shoes off too. As Jimmy felt
his shoes being pulled off his feet, his boner pulsed and shot out some
pre-cum. Soon he felt the student rubbing his socked feet all over his.

Next Jimmy felt something in his lap, and he looked down to see the
student's socked feet rubbing his boner. Suddenly Jimmy realized there were
other guys studying nearby, and he became embarrassed. But he was excited
too, and didn't want the student to stop rubbing his feet against his
hard-on.

Then the student got up and left the table. At first Jimmy was
disappointed, but then saw that he was motioning for him to follow. He got
up and followed the student; both were in their socks and left their shoes
behind under the table.

The student led Jimmy behind some bookstacks, where he stood behind the boy
and unbuttoned and unzipped his school uniform trousers. The pants fell to
the ground, and the student stepped on them so Jimmy had to walk out of
them. The student leaned down and whispered, "I like your undies."

Jimmy blushed and put his hands over his briefs, suddenly realizing he was
in his cartoon underpants in public. Then the student pulled Jimmy's shirt
off over his head, and the boy was standing in just socks and underpants.

The college student got down on his knees and pulled down Jimmy's
underpants so that his boner sprang free. He pulled them all the way down
and Jimmy, almost without thinking, stepped out of them. Now he was almost
naked!

But he forgot about that when the student began to suck on his boner. It
felt so good that his knees began to buckle, so the student helped Jimmy
down onto the carpeted floor. Jimmy lay there naked except for socks as the
guy licked and sucked his hard dick. At first Jimmy had his eyes closed
enjoying the feeling, but when he opened them, he saw that they were being
watched. One of the guys who had been studying nearby was now standing on
the other side of the bookstacks watching the student suck Jimmy's cock.

Jimmy got so excited that he couldn't hold back any longer. He wiggled his
toes in his socks and felt himself start to cum, shooting sperm into the
student's mouth. He kept sucking in all of the cum as Jimmy kept shooting
his load. He knew that the student was cumming too, because he felt his
warm semen shooting onto his naked chest.

When Jimmy looked again at the guy watching from the other side of the
bookstacks, Jimmy saw that he had a funny expression on his face and was
probably cumming too. As soon as the student had sucked up every drop, he
quickly zipped up and left, leaving Jimmy naked on the floor. Jimmy got up,
found his clothes, and got dressed up. He walked back to the table to get
his shoes, but when he got there they were gone. But in their place were
the student's shoes. They were too big for Jimmy, but he didn't care. He
slipped his feet into the shoes and walked home with the loafers falling
off his feet with every step.

A few days later Jimmy's dad had to stay late at work so he left money for
his son to get some dinner. Jimmy walked to a fast food place near his
house. He sat at a booth in the corner of the food place which was almost
deserted. While he sat there finishing his food, a group of boys from the
local high school came in and sat down in the booth behind Jimmy.

As the boys passed, they noticed that Jimmy had a boner and was rubbing it
through his pants. He overheard one of the boys say, "The little dude at
the table behind us is jerking himself man!" Then Jimmy heard the boys
laugh, and a couple turned to look at him.

Jimmy felt embarrassed but suddenly got so excited he knew he had to do
something risky. Jimmy slipped off his sneakers, then slid them away under
his seat. The shoes slid across the floor and ended up underneath the boys'
table. The shoes bumped one of the boy's feet, and he looked under the
table, saying, "Hey the little dude took his shoes off. They're under the
table here!" Then Jimmy heard another boy say, "He's not getting these
back."

Jimmy got so excited he couldn't stop rubbing his boner through his
pants. He knew he had to go farther. He slowly unbuttoned and unzipped his
pants, pushed them down, then let them slide off. He kicked his pants so
they slid across the floor under the table. Then Jimmy pulled off his
shirt, dropped it onto the floor, and kicked it away too. He was now
wearing only his white socks and a pair of pokemon underpants. He was hard
as a rock and couldn't stop playing with his boner.

"Hey," Jimmy heard one of the boys behind him say, "the little pervert took
all his clothes off! They are under our table!" Jimmy was rubbing himself
faster now. "What a little faggot," said another boy, "we're not letting
him get his clothes back." Jimmy couldn't stop masturbating as he listened
to the boys talk about him.

When the boys finished eating, they got up from their booth with Jimmy's
clothes. As they walked past Jimmy's table, they were saying "faggot" and
"pervert." Jimmy couldn't help but play with himself as the boys walked
past and started at him. He was so excited, and got even more excited when
he saw that they were carrying his clothes and shoes out. He even heard one
boy say, "gay undies" under his breath.

Jimmy watched the boys walk outside and over to the dumpster. As he saw the
boys toss his shoes and clothes into the dumpster and Jimmy knew he was
going to have to walk home in socks and underwear, he lost control and shot
his load into his underpants. Now he wondered how he would get home.